298197-79-2Relevant articles and documents
C-HALOGEN BOND FORMATION
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Paragraph 0141-0144, (2013/03/26)
Methods of halogenating a carbon containing compound having an sp3 C-H bond are provided. Methods of fluorinating a carbon containing compound comprising halogenation with Cl or Br followed by nucleophilic substitution with F are provided. Methods of direct oxidative C-H fluorination of a carbon containing compound having an sp3 C-H bond are provided. The halogenated products of the methods are provided.
Elementalfluorine. Part 14.1 Electrophilic fluorination and nitrogen functionalisation of hydrocarbons
Chambers, Richard D.,Kenwright, Alan M.,Parsons, Mandy,Sandford, Graham,Moilliet, John S.
, p. 2190 - 2197 (2007/10/03)
Selective fluorination of a range of hydrocarbons was achieved by reaction with either elemental fluorine or Selectfluor, an electrophilic fluorinating reagent of the N-F class. An electrophilic mechanism is envisaged. On prolonged reaction, the strongly acidic reaction medium that is formed upon substitution of hydrogen by fluorine when Selectfluor is used as the fluorinating reagent, promotes loss of fluoride from the initial fluorinated product. Trapping of the subsequent carbocation by the acetonitrile solvent in a Ritter type process gives overall nitrogen functionalisation of hydrocarbons. Amidation of hydrocarbons could also be achieved in a one-stage process by reaction of the hydrocarbon with fluorine and a Lewis acid, such as boron trifluoride-diethyl ether, in acetonitrile.
Electrophilic fluorination at saturated sites
Chambers, Richard D.,Parsons, Mandy,Sandford, Graham,Bowden, Roy
, p. 959 - 960 (2007/10/03)
Transformation of carbon-hydrogen bonds to carbonfluorine bonds at saturated secondary and tertiary carbon sites by electrophilic aliphatic substitution processes is possible using either elemental fluorine or fluorinating reagents of the N-F class.
